Jacobine.

Jacobine. Suppliers list
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Products Intro: Product Name:Jacobine
CAS:6870-67-3
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Products Intro: Product Name:Jacobine
CAS:6870-67-3
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CAS:6870-67-3
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CAS:6870-67-3
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Products Intro: Product Name:Jacobine
CAS:6870-67-3
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Jacobine. Basic information
Product Name:Jacobine.
Synonyms:Jacobine.;(15R,20S)-15,20-Dihydro-15,20-epoxy-12-hydroxysenecionan-11,16-dione;(20S)-15α,20-Epoxy-15,20-dihydro-12-hydroxysenecionan-11,16-dione;NSC-89936;Spiro[[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-3(2H),2'-oxirane]-2,7(4H)-dione, 5,6,9,11,13,14,14a,14b-octahydro-6-hydroxy-3',5,6-trimethyl-, (2'S,3'S,5R,6R,14aR,14bR)-
CAS:6870-67-3
MF:C18H25NO6
MW:351.39
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Mol File:6870-67-3.mol
Jacobine. Structure
Jacobine. Chemical Properties
Melting point 228°C
Boiling point 485.2°C (rough estimate)
density 1.2737 (rough estimate)
refractive index 1.5100 (estimate)
pka12.89±0.60(Predicted)
IARC3 (Vol. 10, Sup 7) 1987
Safety Information
RIDADR 1544
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data6870-67-3(Hazardous Substances Data)
MSDS Information
Jacobine. Usage And Synthesis
DescriptionThis alkaloid of the pyrrolizidine group of bases occurs in Senecio cineraria D.C., S. crucifolia and S. Jacobea. It is a laevorotatory base with [α]17D - 46.3° (CHCl 3 ). The alkaloid forms crystalline salts and derivatives, e.g. the hydrochloride, m.p. 220°C; [α]19D - 14.3° (H20); nitrate, m.p. 234°C; methiodide, m.p. 255°C and the picrate, m.p. 180°C which is soluble in H20. The alkaloid contains two active hydrogens and on alkaline hydrolysis yields retronecine and jaconecic acid, ClOH16 0 6, m.p. 182°C; [α]25D + 31.7° containing three O-methyl groups
UsesJacobine is a pyrrolizidine alkaloid which has been shown to be an herbivore insect deterrent and may be used in the protection of vegetation. Extracted from Crassocephalum plant of West Africa.
DefinitionChEBI: Jacobine is a pyrrolizine alkaloid.
ReferencesManske., Can. J. Res., 5,651 (1931)
Hosking, Brandt., New Zealand J. Sci. Tech., 14,638 (1936)
Blackie.,Pharrn. J., 138,102 (1937)
Barger, Blackie., J. Chern. Soc., 584 (1937)
Bradbury, Willis., Austral. J. Chern., 9,258 (1956)
Geissman., ibid, 12,247 (1959)
Bradbury, Masamune., J. Arner. Chern. Soc., 81,5201 (1959)
Masamune., ibid, 82, 5253 (1960)
Freidrichsons, Mathieson, Sutor., Tetrahedron Lett., 35 (1960)
Jacobine. Preparation Products And Raw materials
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